Dorset Boltholes with Enclosed Gardens
In a self-catering cottage with an enclosed garden you and your family can enjoy some added privacy and security. Help contain lively legs and take a look at our luxury portfolio in Dorset. At Classic Cottages, we want your whole experience to be the best it can be and handpick all of our cottages onto our books. Find your cottage today for dreams tomorrow.
Whether you are looking for family-friendly accommodation or a dog-friendly cottage with an enclosed garden, we have a selection of properties available in Dorset for you to choose from. To give you some added reassurance, let your kids play and your dog sniff around in a garden offering more security. You'll be able to relax knowing your loved ones are nearby.
Cottages with Enclosed Gardens in Dorset
Across Dorset we have a range of beautiful self-catering cottages of all shapes and sizes. Priding ourselves on marketing only the finest self-catering accommodation around, we want your holiday in Dorset to be the best it can be. Browse our selection of 25 available retreats with enclosed gardens and find your perfect one. The holiday of a lifetime is but moments away.
25 retreats with enclosed gardens in Dorset
Brookland Barn
32092 bedroom, rural self catering cottage near Shaftesbury, Dorset.
Converted from a former stable, Brookland Barn offers an immaculate property all on one level in fabulous surroundings. The south-facing barn looks out over the enclosed garden and...
Price per week £465 - £1070
Barn Owls Cottage
30153 bedroom, dog friendly self catering cottage near Bridport, Dorset.
Barn Owls Cottage, a semi-detached cottage converted from an 18th Century stone barn, has retained much of its original character with inset fossils and huge oak beams. The kitchen...
Price per week £510 - £1395 *
Orchard View
32993 bedroom self catering cottage near Shaftesbury, Dorset.
This fabulous Georgian House is the perfect base from which to explore the many unique attractions that are a short drive away. Create great holiday memories with fascinating days ...
Price per week £558 - £1347 *
* Includes 10% off for parties up to 4 between 10 Mar and 29 Dec 2018.
Catsley House
29154 bedroom, dog friendly holiday cottage near Beaminster, Dorset.
This tranquil and elegant period farmhouse has a luxurious contemporary interior, spacious flexible accommodation and a beautiful enclosed garden. The glorious west Dorset location...
Price per week £1098 - £2185 *
* Includes 25% off for parties up to 4 between 1 Sep and 29 Sep 2018. Bedrooms 3 and 4 are excluded at the discounted rate.
Don’t miss out; reserve your favourite 2019 holiday cottage for just £30
Reserve your 2019 holiday
Our portfolio gets better year after year, with all the old favourites and some stunning new additions, so get in there quick and reserve your preferred dates for only £30.
Pick a place close to the coast for that year-round holiday vibe, or book a holiday townhouse to be close to every convenience. Escape to the country for peace and quiet or take to the moors for walks through wide open spaces, we’ve got plenty of holiday cottages for you to choose from for next year.
Reserve next year's holiday in advance to give you peace of mind and put off paying your deposit till after this summer (5th November). That way you know your preferred dates are yours for the choosing and you can get on with enjoying the rest of this year's holiday (before looking forward to the next!).
Meadowbank
26443 bedroom holiday cottage near Bridport, Dorset.
This sunny south-facing cottage enjoys a quiet rural position on the edge of the beautiful village of Netherbury, a short drive from the beaches and cliffs of the World Heritage Ju...
Price per week £415 - £839
Ridge Lodge
40243 bedroom, dog friendly holiday cottage near Beaminster, Dorset.
Tucked away in this quietest of rural locations, Ridge Lodge is a hidden gem, with fabulous far reaching views over the Dorset landscape. This delightful cottage has been stylishly...
Price per week £477 - £1038
Old Down Cottage
19343 bedroom, dog friendly cottage near Wimborne Minster, Dorset.
This is an excellent base for exploring rural and coastal Dorset. Cranborne Chase (an Area of Outstanding Natural Beauty) is on the doorstep, and the beaches of the Jurassic Coast ...
Price per week £535 - £1365
Dairy Cottage
31923 bedroom, dog friendly holiday cottage near Lyme Regis, Dorset.
Imagine spending a week in a fabulous former dairyman’s cottage with all mod-cons! This very stylishly furnished, yet quirky, semi-detached cottage is in the village of Morcombelak...
Price per week £594 - £1515
2 Penny’s Cottages
25313 bedroom holiday cottage in Corfe Castle, Dorset.
You will be completely spoilt for choice in this stunning part of Dorset – along the Jurassic Coast and within very easy reach are Lulworth Cove and Durdle Door with their famous c...
Price per week £606 - £1694
Brook Cottage
11283 bedroom holiday cottage in Corfe Castle, Dorset.
Situated in the popular Dorset village of Corfe Castle, on the Studland peninsula, close to the coast, this Grade II Listed picture-book cottage enjoys views of the spectacular Nat...
Price per week £615 - £1698
Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.
Towels and readymade beds
All of our cottages provide bed linen and towels as standard, with a change of bedding included for holidays of two weeks or more. You’ll also find a fresh change of towels for each week (for in the house only, please bring your own for the beach) and tea towels a-plenty.
The beds will be readymade and waiting for you on arrival so you can simply sink into comfort and relax straight into your holiday.